2027 Summer Intern Program- Underwriting Intern, Chicago

About the role

The Westfield Specialty Intern Program is a paid, ten‑week program that offers students the opportunity to obtain firsthand insight into the insurance business. Every day you'll learn and develop your skills while having a clear and supportive path ahead. You'll gain the confidence to take on real projects, build your network and learn from senior leaders across the business. The 2027 Summer Intern Program will run from June 7th to August 13th.

• Classroom and On‑The‑Job Training
• Weekly Lunch and Learn Series with Senior Leaders
• Formal Mentor Program
• Presentations from Major Brokerage Partners
• Teambuilding and Social Activities, including Community Service Event
• Industry‑based Group Project

Participants are immersed in the day‑to‑day operations of a fast‑moving, growing insurance company, gaining valuable hands‑on experience and insurance industry knowledge. As a summer intern you will work side‑by‑side with industry leaders on dynamic projects that provide ample opportunity for challenges, learning and achievement. At Westfield Specialty we emphasize the education and development of future leaders of the insurance industry.

• Alpharetta, GA: Underwriting
• Berkeley Heights, NJ: Claims, IT, Operations
• Chicago, IL: IT, Underwriting
• New York, NY: Actuary, Marketing, Underwriting

Responsibilities

• Support underwriting teams with research, data analysis, and risk assessment activities.
• Assist underwriters in evaluating complex or non‑standard insurance applications (e.g., cyber, D&O, E&O, marine, or event insurance).
• Research and analyze industry‑specific risks, emerging trends, and exposures unique to specialty lines.
• Help prepare underwriting files, including summaries of risk factors, coverage recommendations, and pricing justifications.
• Organize supporting documentation such as loss runs, financial statements, and supplemental forms.
• Conduct competitor analysis and benchmark coverage options or pricing.
• Compile data to support the development of underwriting strategies and guidelines.
• Attend underwriting meetings and shadow underwriters on client calls or risk reviews.
• Participate in training sessions on specialty insurance products, underwriting systems, and risk modeling tools.
• Stay updated on niche markets, policy forms, and regulatory requirements in specialty insurance.

Qualifications

• Currently matriculated students enrolled at a 4‑year college or university pursuing either a Bachelors or Masters degree (required)
• Strong GPA preferred (Minimum GPA of 3.2 required)
• Strong oral and written communication skills
• Leadership experience through work or involvement in community service, athletics, clubs, or other activities preferred
• Technically adept/digitally savvy
• Ability to be onsite in office 4 days a week

Skills

• Strong oral and written communication skills
• Leadership experience through work or involvement in community service, athletics, clubs, or other activities
• Technically adept/digitally savvy

Benefits

• Targeted business training designed to help you refine your professional skills and acumen critical to the success of Westfield professionals
• Technical training to deepen your skill level within your chosen discipline
• Understanding of the broader insurance industry
• Access to additional training to compliment your professional development
• Opportunity to expand your professional network with talented insurance professionals

Pay

$25/hour

Schedule

Program runs June 7th to August 13th (10‑week summer internship). Required onsite presence 4 days per week.